IP Library Granted Patent US 8,895,078
Granted Patent B2
US 8,895,078 · App. 10/399,362 · Granted Nov 25, 2014

Method for producing an extract from cannabis plant matter, containing a tetrahydrocannabinol and a cannabidiol and cannabis extracts

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Quick Facts
Patent No.
US 8,895,078
App. No.
10/399,362
Granted
Nov 25, 2014
Kind
B2
Abstract

The invention relates to a method for producing an extract from cannabis plant matter, containing tetrahydrocannabinol, cannabidiol and optionally the carboxylic acids thereof. According to said method, the dried plant matter is ground and subjected to a CO 2 extraction and the primary extract obtained is separated. The invention method permits Δ 8 or Δ 9 tetrahydrocannabinol to be selectively obtained both from industrial hemp and from drug-producing hemp, optionally after dissolving the primary extract in ethanol, separating undesirable waxes and removing the solvent under reduced pressure.

Claims (32)

1. A process for producing cannabidiol from a primary extract from industrial hemp plant material containing tetrahydrocannabinol and cannabidiol and optionally the carboxylic acids thereof, wherein said primary extract is obtained by a process comprising

extracting dried comminuted industrial hemp plant material by means of CO 2

(a) under supercritical pressure and temperature conditions at a temperature in a range of approx. 31° C. to 80° C. and at a pressure in a range of approx 75 bar or 500 bar, or

(b) in liquefied form in the subcritical range at a temperature of approx. 20° C. to 30° C. and a supercritical pressure of approx. 100 bar to 350 bar; or

(c) in liquefied form under subcritical pressure and temperature conditions; and

separating the obtained primary extract out under subcritical conditions or under conditions subcritical in terms of pressure and supercritical in terms of temperature; and

wherein said primary extract contains reduced proportions of at least monoterpene and sesquiterpene hydrocarbons, alkaloids, flavonoids and chlorophylls; and

wherein process for producing cannabidiol from a primary extract comprises

decarboxylating cannabidiolic acid and tetrahydrocannabidiolic acid in said primary extract into cannabidiol and tetrahydrocannabinol through increase in temperature; and

dissolving the decarboxylated primary extract in the CO 2 extracting agent used, and in this condition treating by means of a high-pressure vessel charged with a catalyst for anellation of cannabidiol into tetrahydrocannabinol and a water-binding agent, wherein cannabidiol is reacted to give tetrahydrocannabinol; and

separating the product enriched in tetrahydrocannabinol at pressure and temperature conditions subcritical for CO 2 .

2. A process for producing cannabidiol from a primary extract from industrial hemp plant material containing tetrahydrocannabinol and cannabidiol

and optionally the carboxylic acids thereof, wherein said primary extract is obtained by a process comprising

extracting dried comminuted industrial hemp plant material by means of CO 2

(a) under supercritical pressure and temperature conditions at a temperature in a range of approx. 31° C. to 80° C. and at a pressure in a range of approx. 75 bar or 500 bar, or

(b) in the subcritical range at a temperature of approx. 20° C. to 30° C. and a supercritical pressure of approx. 100 bar to 350 bar; or

(c) under subcritical pressure and temperature conditions; and

separating the obtained primary extract out under subcritical conditions or under conditions subcritical in terms of pressure and supercritical in terms of temperature; and

wherein said primary extract contains reduced proportions of at least monoterpene and sesquiterpene hydrocarbons, alkaloids, flavonoids and chlorophylls; and

wherein process for producing cannabidiol from a primary extract comprises

decarboxylating cannabidiolic acid and tetrahydrocannabidiolic acid in said primary extract into cannabidiol and tetrahydrocannabinol through increase in temperature; and

subsequently separating the cannabidiol through column chromatography on silica gel or preparative high-pressure liquid chromatography.

3. A process for producing an extract containing tetrahydrocannabinol, cannabidiol and optionally the carboxylic acids thereof from dried comminuted industrial hemp plant material, comprising

(1) subjecting said plant material to a stream of CO 2

(1a) under supercritical pressure and temperature conditions at a temperature in a range of approx. 31° C. to 80° C. and at a pressure in a range of approx. 75 bar or 500 bar, or

(1b) in liquefied form in the subcritical range at a temperature of approx. 20° C. to 30° C. and a supercritical pressure of approx. 100 bar to 350 bar; or

(1c) in liquefied found under subcritical pressure and temperature conditions; to extract cannabinoid components;

(2) reducing the pressure and/or temperature of the extract loaded CO 2 in at least two steps, wherein

(2a) in a first step pressure and/or temperature are reduced whereby monoterpenes and sesquiterpenes are separated from tetrahydrocannabinol and cannabidiol by differential solubility,

(2b) in a subsequent step pressure is reduced to a pressure subcritical for CO 2 , whereby tetrahydrocannabinol and cannabidiol are separated from said CO 2 ,

(2c) subjecting the CO 2 extracted from step (2b) to increased pressure and temperature and recycling said CO 2 to step (1).

4. The process of claim 3 , wherein step (2) further comprises exposure to adsorbent or absorbent to remove alkaloids, flavinoids, and chlorophylls.

Assignments (5)
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Mar 22, 2021
From: CANOPY GROWTH CORPORATION
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 055683/0826 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2020
From: SPECTRUM THERAPEUTICS GMBH
To: CANOPY GROWTH CORPORATION
Reel/Frame 054547/0815 →
CHANGE OF NAME Recorded Dec 4, 2020
From: BIONORICA ETHICS GMBH
To: SPECTRUM THERAPEUTICS GMBH
Reel/Frame 054600/0136 →
CHANGE OF NAME Recorded Sep 8, 2014
From: DELTA-9-PHARMA GMBH
To: BIONORICA ETHICS GMBH
Reel/Frame 033694/0626 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2003
From: MUELLER, ADAM
To: DELTA-9-PHARMA GMBH
Reel/Frame 014673/0839 →